反应 #2075734

反应方程式

2-Chloro-6-methoxy-7-methyl-7H-purine

2-(4-chloro-2-fluoro-3-methoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

cesium fluoride

→

title compound

收率 67.0%

2-(4-Chloro-2-fluoro-3-methoxyphenyl)-6-methoxy-7-methyl-7H-purine

收率 67.0%

反应条件

后处理

1. 1
   其他dry
2. 2
   温度heated to reflux
3. 3
   温度the mixture was cooled
4. 4
   workup.ADDITIONmixed with ethyl acetate and water
5. 5
   洗涤The organic phase was washed with water, brine
6. 6
   其他dried
7. 7
   其他evaporated under vacuum
8. 8
   其他The residue was purified by flash chromatography on silica gel with 20% ethyl acetaete/hexane

实验过程

2-Chloro-6-methoxy-7-methyl-7H-purine (1.2 g, 6.0 mmol, see Monatshefte fuer Chemie (1985), 116(3), 341-51 for preparation), 2-(4-chloro-2-fluoro-3-methoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (2.1 g, 8.6 mmol), Pd(PPh3)2Cl2 (300 mg, 0.42 mmol) and cesium fluoride (1.6 g, 11 mmol) were combined in 10 mL dry, deaerated acetonitrile and heated to reflux. After 2 h, the mixture was cooled and mixed with ethyl acetate and water. The organic phase was washed with water, brine, dried and evaporated under vacuum. The residue was purified by flash chromatography on silica gel with 20% ethyl acetaete/hexane to give the title compound (1.3 g, 67% yield: mp 191-192° C.: 1H NMR (CDCl3) δ 8.0 (s, 1H), 7.90 (dd, 1H), 7.22 (dd, 1H), 4.22 (s, 3H), 4.08 (s, 3H), 4.02 (s, 3H).

来源